D(+)-2-Octanol

Base Information

• Chemical Name: D(+)-2-Octanol
• CAS No.: 6169-06-8
• Deprecated CAS: 113301-48-7
• Molecular Formula: C8H18O
• Molecular Weight: 130.23
• Hs Code.: 29051620
• European Community (EC) Number: 228-213-6
• UNII: 2855UV552L
• DSSTox Substance ID: DTXSID20880644
• Nikkaji Number: J10.698D
• Wikidata: Q27117297
• Metabolomics Workbench ID: 55708
• Mol file: 6169-06-8.mol

Synonyms:d-Octan-2-ol;octan-2-ol;2-Octanol, (S)-;2-Octanol, (2S)-;(S)-(+)-2-Octanol;D-2-Octanol;

Chemical Property of D(+)-2-Octanol

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Melting Point: -38oC
• Refractive Index: n20/D 1.426(lit.)
• Boiling Point: 175 °C(lit.)
• PKA: 15.44±0.20(Predicted)
• Flash Point: 160 °F
• PSA: 20.23000
• Density: 0.822 g/mL at 25 °C(lit.)
• LogP: 2.33760
• Storage Temp.: Store below +30°C.
• Solubility.: 1.28g/l
• Water Solubility.: 1 g/L (20 ºC)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 130.135765193
• Heavy Atom Count: 9
• Complexity: 52.5

Purity/Quality:

99% ^*data from raw suppliers

(S)-(+)-2-Octanol >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Solvents -> Alcohols (
• Canonical SMILES: CCCCCCC(C)O
• Isomeric SMILES: CCCCCC[C@H](C)O
• Description: 2-Octanol is a fatty alcohol. It is directly produced from vegetal chemistry. In industry, it is produced by a cracking process from castor oil. 2-octanol is mainly used as a raw material to produce caproic acid, an intermediate in flavor. It is used as a green solvent for various resins intended for paints and coatings or adhesives sectors.? It can be employed as a defoamer in different processes, as an additive for lubricants, and as a solvent in rare minerals extraction. In coal industry, it is used as floatation agent and as a frother in mineral flotation. As an intermediate, 2-octanol can be used in synthesis of a wide range of plasticizers, esters, and surfactants, which include alcohol alkoxylates and sulfates for detergency and personal care markets; adipates, aebacates, palmitates, stearates for applications in cosmetic, paints and coatings, plastic, paper, textile, etc…; phthalates; acrylates and maleates for coatings and adhesives markets; salicylate, myristate, méthoxycinnamate for application in fragrances.
• Uses: (S)-(+)-2-Octanol is used as chiral compounds. (S)-(+)-2-Octanol can be used:To prepare the solution of 5-(benzyloxy)-isophthalic acid derivative, which is used as a 2D chiral self-assembly system comprising pyrolytic graphite.As a chiral template in the study of enantioselective glycidol esterification.As a starting material for the preparation of (+)-(S)-2-octyI tosylate, an intermediate used to prepare (?)-(R)-2-halo and azido octanes.

Technology Process of D(+)-2-Octanol

There total 182 articles about D(+)-2-Octanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

rac-octan-2-ol (4128-31-8,113301-48-7,4128-32-9) → (S)-2-Octanol (6169-06-8,113301-48-7,4128-32-9)

Guidance literature:

With alcohol dehydrogenase from Lactobacillus kefir; alcohol dehydrogenase from Rhodococcus ruber DSM 44541; YcnD-oxidoreductase; at 30 ℃; for 3h; pH=7.5; optical yield given as %ee; enantiospecific reaction; aq. buffer; Resolution of racemate; Enzymatic reaction;

DOI:10.1021/ja804816a

Reference yield: 94.0%

rac-octan-2-ol (4128-31-8,113301-48-7,4128-32-9) → (S)-2-Octanol (6169-06-8,113301-48-7,4128-32-9) + (R)-Octan-2-ol (5978-70-1,113301-48-7,4128-32-9) + hexyl-methyl-ketone (111-13-7)

Guidance literature:

With Arthrobacter atrocyaneus; In N,N-dimethyl-formamide; at 32 ℃; for 48h; enantioselective reaction; Microbiological reaction;

DOI:10.1016/j.molcatb.2012.06.013

Reference yield: 87.0%

rac-2-octyl sulfate (34760-88-8) → (S)-2-Octanol (6169-06-8,113301-48-7,4128-32-9)

Guidance literature:

rac-2-octyl sulfate; With His-tagged Pseudomonas sp. metallo-β-lactamase-type alkylsulfatase Pisa1; water; tris hydrochloride; at 30 ℃; for 24h; pH=8.2; Resolution of racemate; Enzymatic reaction;

With water; toluene-4-sulfonic acid; In 1,4-dioxane; tert-butyl methyl ether; at 40 ℃; for 5h; optical yield given as %ee; stereoselective reaction;

DOI:10.1021/ol201635y

upstream raw materials:

malonic acid bis-(1-methyl-heptyl ester)

bis(1-methylheptyl)butanedioate

ethanol

(2R)-2-bromooctane

Downstream raw materials:

(+)(S:S:S)-tris-(1-methyl-heptyl)-phosphite

pyridine hydrochloride

octan-2-yl 3-phenylpropiolate

(S)-chloro-(1-methyl-heptyloxy)-phenyl-borane

Refernces

• 1、 Newar, Rajashree,Akhtar, Naved,Antil, Neha,Kumar, Ajay,Shukla, Sakshi,Begum, Wahida,Manna, Kuntal. "Amino Acid-Functionalized Metal-Organic Frameworks for Asymmetric Base–Metal Catalysis". supporting information. p. 10964 - 10970. Retrieved 2021/03/29.
• 2、 Chinna Ayya Swamy,Varenikov, Andrii,Ruiter, Graham De. "Chiral Imidazo[1,5- a]pyridine-Oxazolines: A Versatile Family of NHC Ligands for the Highly Enantioselective Hydrosilylation of Ketones". supporting information. p. 247 - 257. Retrieved 2020/02/04.